Windsor Christmas Events 2026
Your guide to the best Christmas events in Windsor and nearby
The holiday season around Windsor truly transforms local streets and common spaces into twinkling landscapes. You can expect to find everything from dazzling light displays and charming artisan markets to beloved theatrical productions and community tree-lighting ceremonies filling the towns and cities nearby.
This season, you might catch the grand spectacle of Bright Nights at Forest Park, experience the magic of The Nutcracker in Hartford, or enjoy the vibrant Festival of Lights at Worcester Common. Our curated list guides you to these and many more memorable holiday experiences within easy reach.
Browse Christmas Near Windsor by Category
Christmas Markets
Holiday market with artisan vendors and catering
Christmas Shows
Guest principal dancers from NYC Ballet and ABT with live orchestra.
Christmas Lights
Enchanting Tunnel of Lights display
Unique & Unusual Christmas Events
Free Christmas activities for families across Barcelona.
Editor's Picks
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Connecticut Ballet's The Nutcracker
· Hartford
Guest principal dancers from NYC Ballet and ABT with live orchestra.
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Bright Nights at Forest Park
· Springfield
Three-mile drive-thru with over 750,000 lights
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A Christmas Carol: A Ghost Story of Christmas
· Hartford
Hartford's beloved holiday tradition, a classic tale of redemption.
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Springfield Festival of Trees
· Springfield
Showcase of over 50 uniquely decorated Christmas trees
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Grinchmas: Holiday Events at Springfield Museums
· Springfield
Seuss-themed holiday celebration honoring Dr. Seuss.
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South Windsor CT Winterfest and the Tunnel of Lights
· East Windsor
Enchanting Tunnel of Lights display
Windsor Christmas Events Map
See every Christmas event, light display, and market on one map.
Christmas Events in Nearby Cities
Christmas Events Road Trips & Weekend Getaways
Bigger holiday scenes worth the drive
Windsor Christmas FAQ
What are the biggest annual Christmas events in Windsor?
Bright Lights Windsor at Jackson Park is the city’s flagship holiday event, featuring light displays, markets, and live entertainment. The W.E. Made It: Holiday Market and visits with Santa are also highlights of the season.
What holiday traditions are unique to Windsor?
Windsor’s holiday traditions include the Bright Lights Windsor festival, which transforms Jackson Park into a winter wonderland, and the popular W.E. Made It: Holiday Market showcasing local artisans. The city also offers sensory-friendly “Silent Nights” for visitors with sensitivities.
Which neighborhoods are best for Christmas lights in Windsor?
Jackson Park is the centerpiece for holiday lights, but many residential neighborhoods throughout Windsor also decorate with festive displays. Exploring different areas by car or on foot can reveal charming local favorites.
Where can I find Christmas markets and local makers in Windsor?
The W.E. Made It: Holiday Market at Jackson Park is the main destination for local makers, with additional craft fairs and artisan markets held in various neighborhoods across Windsor during the season.
What are the best free or budget-friendly holiday activities in Windsor?
Bright Lights Windsor and the W.E. Made It: Holiday Market are both free to attend. Walking through Jackson Park’s light displays and exploring neighborhood decorations are also great no-cost ways to enjoy the season.
What are good picks for families with kids in Windsor?
Families will enjoy Bright Lights Windsor’s light trails, visits with Santa, holiday train rides, and the Chalet for warming up with snacks. Many markets and neighborhood events also offer kid-friendly activities and entertainment.
Today's Trending Event
One of today's most-visited holiday events from across the country.
Railway Christmas at Exporail
📍 Saint-Constant , QC , Canada
Festive Christmas celebration at a Canadian Railway Museum
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